Trail Running calendar near Toano 2026-2027

A road race at Fifty-Third Winery in Louisa, Virginia on September 5, 2026 offering 5K, 10K and several virtual options, with proceeds benefiting Hooves & Paws Animal Rescue.

A 10 mile trail race in Fredericksburg, VA that follows the Rappahannock River, moves through rolling hills, and finishes with a sustained climb. Top three men and top three women receive gift certificates.

Run a scenic off road trail through a 1000 acre farm bordering the Rappahannock River. Enjoy a post race celebration at the brewery with live music craft beer and a souvenir pint glass.

Trail runs and hikes at Powhatan State Park along the James River with 10 and 5 mile options, a water station near mile 5, early-registration shirts, and proceeds benefiting the Friends of Powhatan State Park.

Run the Rock Rockville is the fourth annual 5K at Luck Stone Rockville on 26 September 2026, featuring a course through a working quarry and a post race zone with vendors, music, raffles, and family activities.

Experience the full reservoir trail system on this thirteen mile course in Fredericksburg. Runners navigate flowing singletrack and five distinct climbs totaling over nine hundred feet of elevation gain through scenic wooded terrain.

Trail canicross races at Caledon State Park offer two distances, allow leashed dogs, and provide a reusable speedCup; entry fees support Friends of Caledon State Park.

Experience the scenic beauty of Pocahontas State Park at this trail festival featuring a loop course 10k and half marathon. Enjoy runnable trails and professional timing in a picturesque Virginia forest setting.

A Halloween themed 4 mile trail run and hike at York River State Park on a new course that includes dirt trails, rolling hills, single track and riverside views. The format is non competitive with finisher medals and post race refreshments.

An eight hour looped trail event at Powhatan State Park featuring a 2.7 mile loop and about 60 feet of elevation change per lap. Options include individual, relay, hiker, and a Parent Loop for family laps.

Greensprings 24 is a 24 hour loop endurance race in Williamsburg, VA on October 24, 2026. The USATF certified course, multiple distance awards, team tracking, and proceeds benefiting The Arc make it a timed endurance event.

A trail half marathon at First Landing State Park with sandy sections, roots, bridges, and about 300 feet of elevation gain; includes event shirt, finisher beanie, donuts, and age-group awards.

Virginia Beast 2026 is a multi day ruck and endurance event in Virginia Beach based out of LFT Gym on 6 to 8 November 2026. Multiple distances are offered and competitors must carry ruck loads of 40, 50, and 80 pounds.

A 50K race on the Noland Trail at Mariners' Museum Park in Newport News on November 7, 2026, offered as a solo 50K or as relay teams of two to six, with festival access included.

A free Thanksgiving community event at Pocahontas State Park featuring a cross-country 5K and a short kids fun run. Registration is required; the day includes alumni photos, raffle drawings, and optional donations for a memorial award suppo..

A post-Thanksgiving running event at Lake Anna State Park on November 27, 2026, offering a trail 5K, 10K and half marathon with mixed trail and road surfaces, plus virtual options that include medal or shirt choices.

An 8 hour endurance event and companion races at Windsor Castle Park in Smithfield VA on a marked 5 km loop. Laps are chip timed, a fully stocked aid station is provided, and rucking options and finisher medals are available.

Multiple race options are offered at Pocahontas State Park near Richmond on December 12, 2026, with courses through the wooded Bright Hope Trail area. Walkers are welcome and virtual entries are available with medal and shirt choices.

Experience a two loop trail ultramarathon through the scenic First Landing State Park in Virginia Beach. Enjoy a supported 50 km course followed by a post race celebration with pizza and refreshments.

Experience a scenic out and back half marathon on the flat and smooth Dahlgren Railroad Heritage Trail. Enjoy a unique post race campfire with roasted donuts and earn a custom finisher medal.